Top Remote Senior Level Sales Leadership Jobs in Boston, MA

Leads a team of 6–10 Solution Consultants supporting enterprise sales pursuits. Responsibilities include coaching, recruiting, performance management, technical sales strategy, proof-of-value execution, customer engagement, cross-functional collaboration, forecasting, QBRs, and revenue attainment. The role partners closely with Sales, Product, Engineering, Professional Services, Customer Success, and Marketing while driving team productivity and regional sales initiatives.

Lead enterprise sales managers and teams serving the US state and local public sector. Drive quota attainment, customer acquisition, market expansion, sales-process improvements, forecasting, and high-growth strategy. Coach and develop sales leaders and representatives while building relationships with Fortune 1000 customers and managing complex technology sales cycles.

Leads group sales growth for a luxury resort by generating new business, converting inquiries, qualifying leads, conducting outreach, and achieving sales targets. Coordinates with property leadership and internal departments to fulfill contracted services and maintain client satisfaction. Responsibilities include property visits, site inspections, FAMs, direct sales calls, and attending trade shows. The role is remote within the U.S. and requires travel of up to 35%.

Leads complex U.S. federal and DoD capture efforts from opportunity shaping through contract closure. Develops capture, acquisition, proposal, negotiation, and contracting strategies; coordinates product, engineering, sales, security, contracts, and external stakeholders; applies federal procurement and compliance expertise; builds government relationships; and translates customer needs into product and sales priorities. Travel may be frequent, up to 30%.

Lead the Americas renewals team for Coursera and Udemy’s enterprise inside sales organization. Own renewal execution strategy, retention and recurring revenue growth, forecasting, pipeline visibility, and strategic account alignment. Coach and develop quota-carrying professionals, manage performance and change initiatives, and partner with Sales, Customer Success, Legal, Deal Desk, Sales Enablement, and executive leadership to reduce churn and streamline commercial processes.

Leads and coaches licensed personal lines insurance agents, drives sales and service metrics, oversees insurance sales from intake through fulfillment, identifies cross-sell opportunities, and develops processes for SoFi Protect. Manages performance, hiring, team development, and carrier relationships while advising members on Home, Auto, and Life Insurance coverage.

Own go-to-market strategy and execution for Engine’s OBT+ TMC partnership channel. Prospect, negotiate, and close strategic TMC agreements; develop commercial models, pricing inputs, ROI cases, and launch plans; influence product roadmaps; coordinate with Product, Engineering, Supply, Implementation, Legal, Finance, and Marketing; and represent Engine at corporate travel events and executive meetings.

Manages a Fortinet partner-funded business development team and leads strategic relationships between Fortinet and CDW. Develops engagement plans, drives revenue and profit growth, coordinates sales and services teams, facilitates pipeline reviews, educates stakeholders, manages accountability processes, and executes joint marketing initiatives. The role also oversees partner communications, business tracking, quarterly meetings, and scalable strategic planning processes. Travel averages 4–5 days per month.

Leads Monte Carlo’s Enterprise Americas sales team, overseeing forecasts, pipeline coverage, new-logo bookings, outbound prospecting, deal inspection, and enterprise sales coaching. The role requires developing a repeatable sales process, coaching reps through complex executive-level deals, recruiting enterprise account executives, and partnering with sales engineering, SDR, marketing, and customer success teams. Candidates should have prior enterprise SaaS sales leadership experience and expertise in disciplined methodologies such as MEDDPICC and value-based selling.

Leads East Coast enterprise sales performance, coaching and developing quota-carrying sellers, managing complex multi-stakeholder deals, improving forecasting and pipeline discipline, recruiting talent, and driving regional go-to-market execution. Partners with senior executives and cross-functional teams to achieve predictable revenue growth across senior living and post-acute markets. Requires extensive enterprise B2B SaaS sales leadership experience, MEDDPICC expertise, and willingness to travel 40–50%.